All About Old Town Condos For Sale

View Old Town real estate & MLS listings

For buyers looking for real estate that's stylish yet low-maintenance, there are a number of desirable Old Town condos and townhomes available. With high-end finishes and easy access to amenities, Old Town condominiums offer an ideal sanctuary in a picturesque, walkable community, located between the Gold Coast and Lincoln Park.

This affluent and historic neighborhood is bounded by Armitage to the north, Division to the south, Clark Street to the east and Larrabee and Orleans to the west. The charming tree-lined streets are filled with examples of Victorian-era buildings, showcasing beautiful and diverse architectural styles, with townhouses, single-family homes, and condominiums that fit perfectly into the quaint atmosphere of Old Town, Chicago. Browse our listings for Old Town real estate below or learn more about everything this fascinating community has to offer! Take a quick moment to register with us. You'll be able to customize your Old Town real estate search to only show your preferred type of property, like condos or townhomes. You can also choose to receive notifications when properties that match your criteria enter the market. [Continue reading about Chicago's Old Town real estate market...]

View Old Town Condos & Real Estate on the MLS

All Listings $100,000 - $200,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
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$900,000 - $1,000,000 Over $1,000,000
119 Properties Found. Page 1 of 15

Truly Spectacular Design And Layout In This Con...

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$2,850,000 Active

  • 12 Beds
  • 12 Baths


1542 North Hudson Avenue, Chicago, IL

MLS® #10492514

Truly Spectacular Design And Layout In This Contemporary New Construction Property. Each Unit Offers 4 Spacious Bedrooms With 3 1/2 Baths. Tons Of Fantastic Outdoor Space As Well Including Garage Top Deck For The Duplex Down And Private Roof Decks For Each Triplex Unit. Layout: Unit 1 - Tradi...

Price Improvement!!! Welcome Home To One Of The...

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$2,795,000 Active

  • 6 Beds
  • Baths
  • 0.05 Acres
  • 5,400 ft²


1540 North Wieland Street, Chicago, IL

MLS® #10486306

Price Improvement!!! Welcome Home To One Of The Most Spectacular Homes To Be Built In The Highly Popular Old Town Neighborhood. Meticulously Professionally Designed, This All Brick And Limestone Brand New Home Features A Modern Coastal Theme Blended With Timeless Finishes Like Fluted Moldings, Bu...

5 Bedroom Residential Property in Chicago, IL

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$1,995,000 Active

  • 5 Beds
  • Baths
  • 4,200 ft²


1325 North Mohawk Street, Chicago, IL

MLS® #10591727

Old Town Extra-wide Custom Design Building By S...

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$1,995,000 Active

  • 4 Beds
  • Baths
  • 3,400 ft²


1544 North Wieland Street #ph, Chicago, IL

MLS® #10545860

Old Town Extra-wide Custom Design Building By Sullivan Goulette, Ny Style Soft Loft New Construction 4 Bd ,3.1 Bath Penthouse With 3 En Suite ,11 Foot Ceilings With Private Elevator, ,kitchen Is Furnished With Florense Furniture Quality Contemporary Cabinetry And Integrated Appliances Oversize Is...

Gorgeous Gold Coast/old Town Elegant Home With ...

NEW Photo of Listing #10607399
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$1,799,999 Active

  • 4 Beds
  • Baths
  • 0.03 Acres


1254 North Lasalle Street, Chicago, IL

MLS® #10607399

Gorgeous Gold Coast/old Town Elegant Home With Refined Appointments Throughout. 4 Huge Ensuite Beds With 4 1/2 Baths. Subzero, Viking, Granite, Kitchen, Custom Blt-ins, 3 Fireplaces, Thoughtful Lighting, Soaring Ceiling Heights, Cstm Millwork. Huge Master Suite With A Custom, Gigantic Walk-in Clo...

Studio 2 Is The Largest And Most Significant Of...

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$1,500,000 Active

  • 3 Beds
  • Baths
  • 3,500 ft²


155 West Burton Place #2, Chicago, IL

MLS® #10084894

Studio 2 Is The Largest And Most Significant Of Edgar Miller And Sol Kogen's Carl Street Studios, Tucked Behind A Locked Iron Gate In A Quaint Courtyard In Historic Old Town. One Of Thirteen Condos Converted From A Victorian Home And Coach House In 1927, Studio 2 Was Painstakingly Modernized For ...

Old Town! Perfect Investment W/condo Quality Fi...

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$1,495,000 Contingent

  • 9 Beds
  • 7 Baths


1535 North Hudson Avenue, Chicago, IL

MLS® #10521339

Old Town! Perfect Investment W/condo Quality Finishes. All Large Homes Feature Granite/stainless Hardwood Floors-washer/dryer Wdfp Vaulted Ceilings Skylights! Decks W/skyline Views. Tenants Pay Their Own Heat And Air! These Units Are Highly Sought After! Garage Parking, Close To Transportion, Old...

Old Town! Gut Rehabbed To Perfection In 2017, T...

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$1,399,000 Contingent

  • 4 Beds
  • Baths
  • 0.06 Acres
  • 3,300 ft²


1516 North Wieland Street, Chicago, IL

MLS® #10579281

Old Town! Gut Rehabbed To Perfection In 2017, The Charming Painted Brick Exterior Welcomes You Into A Home Where Timeless Design And A Functional Flow Create A Warm And Bright Interior. The First Level Is Open But Not Sterile. The Kitchen Here Really Serves As The Heart Of The Home, Positioned In...

Learn About Chicago's Old Town Neighborhoods

Old Town features some very important city landmarks, including St. Michael’s Church, which is one of the city's seven churches that survived the Chicago fire. It graces the neighborhood with its beautiful peaks, arches, and clock tower. Nestled amongst the residential developments are boutiques, restaurants and one-of-a-kind stores that make this area delightful to explore.

The Old Town Chicago real estate market is also home to Chicago's famous comedy troupe, Second City, and those who love the outdoors will enjoy nearby Lincoln Park and the lakefront, which provide numerous recreational opportunities.

Old Town Condos For Sale

Old Town Condos For Sale, Chicago ILAlthough single-family homes are abundant in Chicago's Old Town neighborhood, condos here are still a major part of the real estate market, with options ranging from vintage courtyard buildings with ample charm and character to newer construction mid-rises and high-rises that offer lots of desirable lifestyle amenities. The most sought after Old Town condos for sale are those that line Wells Street, Old Town's primary thoroughfare that's lined with a high concentration of restaurants, bars, cafes, and boutique shops. But great deals and equally great condo residences can be found in various other part of Old Town, as long as you know where to look. To learn more about Old Town condominiums for sale, give us a call, or start browsing the active listings we've featured above.

Search Old Town's Top Condo Buildings

Unlike other downtown Chicago neighborhoods, Old Town doesn't have an iconic building, or several as in the case of River North and Streeterville, but the collection of desirable condos inthe area is certainly just as attractive to home buyers as other parts of town. Some of our favorite locations in Old Town include the condos for sale at 1212 N. Wells, the condos for sale at 1636 N. Wells and the condos for sale at 1426 N. Orleans, but the list doesn't stop there. To browse available units in other buildings, have a look at our Old Town condo building directory in the upper left hand corner of this page!

Want to wake up in Chicago’s most charming neighborhood every morning? If so, contact Helaine Cohen to set up an appointment to view real estate in Old Town Chicago, and find your dream home today!

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Berkshire Hathaway HomeServices KoenigRubloff Realty Group are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed.

Listing information last updated on January 17th, 2020 at 9:21pm CST.